Lithium hydroxide, monohydrate → HCID 59864909, compound

HRID 2423293Notes

Reaction equation

HRID 2423293 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[C:21]([O:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][C:30]([O:32]C)=[O:31])=[CH:25][C:24]=2[O:34][CH3:35])=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[C:16]([C:36]([F:39])([F:38])[F:37])[NH:17]2)(=[O:11])=[O:10].O[Li].O>C1COCC1.CO.O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[C:21]([O:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][C:30]([OH:32])=[O:31])=[CH:25][C:24]=2[O:34][CH3:35])=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[C:16]([C:36]([F:38])([F:39])[F:37])[NH:17]2)(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59864806HCID 59864806, compound

Product 1

HCID 59864909HCID 59864909, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a solution of 14.6 (0.020 g, 0.047 mmol) in a mixture of THF/CH3OH/H2O (0.5 mL, ratio=2/2/1), was added LiOH.H2O (0.010 g, 0.220 mmol). The mixture was stirred at room temperature for 1 h. The solution was chromatographed using HPLC to give 14 as a white solid. MS ESI (pos.) m/z: 549.2 (M+H)+. 1H NMR (400 MHz) (CDCl3) δ 8.32 (s, 1H); 7.57 (d, J=7.2 Hz, 1H); 7.20 (s, 1H); 7.11 (d, J=7.2 Hz, 1H); 6.86 (m, 3H); 6.71 (d, J=9.2 Hz, 1H): 6.64 (d, J=8 Hz, 1H); 6.34 (d, J=8 Hz, 1H); 3.80 (s, 3H); 3.62 (s, 2H); 2.53 (s, 3H); 2.33 (s, 3H).

Workup

  1. customThe solution was chromatographed

Sources & evidence

ORD record
ord-0d8aa92841d548ed8455306de268d72d
Source dataset
uspto-grants-2011_06
Patent number
US07960567B2

Reaction notes

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